PE20000755A1 - PHOSPHODIESTERASE 4 INHIBITING PHTHALAZINE DERIVATIVES - Google Patents

PHOSPHODIESTERASE 4 INHIBITING PHTHALAZINE DERIVATIVES

Info

Publication number
PE20000755A1
PE20000755A1 PE1999000670A PE00067099A PE20000755A1 PE 20000755 A1 PE20000755 A1 PE 20000755A1 PE 1999000670 A PE1999000670 A PE 1999000670A PE 00067099 A PE00067099 A PE 00067099A PE 20000755 A1 PE20000755 A1 PE 20000755A1
Authority
PE
Peru
Prior art keywords
alkyl
pyridin
dichloro
phosphodiesterase
metoxy
Prior art date
Application number
PE1999000670A
Other languages
Spanish (es)
Inventor
Mauro Napoletano
Gabriele Norcini
Giancarlo Grancini
Franco Pellacini
Gian Marco Leali
Gabriele Morazzoni
Original Assignee
Zambon Spa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Zambon Spa filed Critical Zambon Spa
Publication of PE20000755A1 publication Critical patent/PE20000755A1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/42—Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/61—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/26—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings condensed with carbocyclic rings or ring systems
    • C07D237/30—Phthalazines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/26—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings condensed with carbocyclic rings or ring systems
    • C07D237/30—Phthalazines
    • C07D237/32—Phthalazines with oxygen atoms directly attached to carbon atoms of the nitrogen-containing ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/26—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings condensed with carbocyclic rings or ring systems
    • C07D237/30—Phthalazines
    • C07D237/34—Phthalazines with nitrogen atoms directly attached to carbon atoms of the nitrogen-containing ring, e.g. hydrazine radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

Abstract

SE REFIERE A DERIVADOS FTALACINICOS DE FORMULA I, DONDE Z ES NH, METILENO, ALQUILENO C2-C6; A ES FENILO O HETEROCICLO OPCIONALMENTE SUSTITUIDO CON OXO, NITRO, CARBOXI, HALOGENO, COR4; R4 ES OH, ALCOXI C1-C6, AMINO; R ES ALQUILO C1-C6, POLIFLUORALQUILO C1-C6; CUANDO EN EL ANILLO SE FORMA UN SIMPLE ENLACE R1 ES H, ALQUILO C1-C6, -COR6, SULFONILALQUILO C1-C4; R2 ES H o =O; CUANDO EN EL ANILLO SE FORMA UN DOBLE ENLACE R1 ESTA AUSENTE Y R2 ES H, CIANO, ALCOXICARBONILO C1-C4, AMIDO; R3 ES H, ALQUILO C1-C8, ALQUENILO C2-C8, ALQUINILO C2-C8. SON COMPUESTOS PREFERIDOS 1-(3,5-DICLORO-PIRIDIN-4-ILMETIL)-6-METOXI-4-FENILO-FTALACINA, ESTER METILICO DE ACIDO 4-(3,5-DICLORO-PIRIDIN-4-ILMETIL)-7-METOXI-1H-FTALACIN-2-CARBOXILICO, BENCIL-{3-[1-(3,5-DICLORO-PIRIDIN-4-ILMETIL)-6-METOXI-FTALACIN-5-IL]-PROP-2-INIL}-METIL-AMINO, ENTRE OTROS. EL COMPUESTO ES INHIBIDOR DE LA FOSFODIESTERASA 4 (PDE 4) Y TNFO POR LO QUE PUEDE SER UTIL PARA EL TRATAMIENTO DE ENFERMEDADES ALERGICAS E INFLAMATORIAS, ENFERMEDADES RESPIRATORIAS, COMO COPD, ASMA, RINITIS ALERGICAREFERS TO PHTHALAZINE DERIVATIVES OF FORMULA I, WHERE Z IS NH, METHYLENE, C2-C6 ALKYLENE; A IS PHENYL OR HETEROCYCLE OPTIONALLY SUBSTITUTED WITH OXO, NITRO, CARBOXI, HALOGEN, COR4; R4 IS OH, C1-C6 ALCOXY, AMINO; R IS C1-C6 ALKYL, C1-C6 POLYFLUORALKYL; WHEN A SIMPLE LINK IS FORMED IN THE RING R1 IS H, C1-C6 ALKYL, -COR6, C1-C4 SULPHONYLALKYL; R2 IS H o = O; WHEN A DOUBLE BOND IS FORMED IN THE RING R1 IS ABSENT AND R2 IS H, CYANE, ALCOXYCARBONYL C1-C4, AMIDO; R3 IS H, C1-C8 ALKYL, C2-C8 ALKYL, C2-C8 ALKYL. PREFERRED COMPOUNDS ARE 1- (3,5-DICHLORO-PYRIDIN-4-ILMETHYL) -6-METOXY-4-PHENYL-PHTHALKINE, 4- (3,5-DICHLORO-PYRIDIN-4-ILMETYL) -7 -METOXY-1H-PHTHALACIN-2-CARBOXYL, BENZYL- {3- [1- (3,5-DICHLORO-PYRIDIN-4-ILMETIL) -6-METOXI-FTALACIN-5-IL] -PROP-2-INYL} -METIL-AMINO, AMONG OTHERS. THE COMPOUND IS INHIBITOR OF PHOSPHODIESTERASE 4 (PDE 4) AND TNFO SO IT MAY BE USEFUL FOR THE TREATMENT OF ALLERGIC AND INFLAMMATORY DISEASES, RESPIRATORY DISEASES, SUCH AS COPD, ASTHMA, ALLERGIC RHINITIS

PE1999000670A 1998-07-21 1999-07-08 PHOSPHODIESTERASE 4 INHIBITING PHTHALAZINE DERIVATIVES PE20000755A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT98MI001670A ITMI981670A1 (en) 1998-07-21 1998-07-21 PHTHALAZINIC DERIVATIVES INHIBITORS OF PHOSPHODIESTERASE 4

Publications (1)

Publication Number Publication Date
PE20000755A1 true PE20000755A1 (en) 2000-09-01

Family

ID=11380474

Family Applications (1)

Application Number Title Priority Date Filing Date
PE1999000670A PE20000755A1 (en) 1998-07-21 1999-07-08 PHOSPHODIESTERASE 4 INHIBITING PHTHALAZINE DERIVATIVES

Country Status (35)

Country Link
US (2) US6329370B1 (en)
EP (2) EP1371648A1 (en)
JP (1) JP2002521370A (en)
KR (1) KR20010087161A (en)
CN (1) CN1127486C (en)
AP (1) AP2000001993A0 (en)
AR (1) AR019409A1 (en)
AT (1) ATE279397T1 (en)
AU (1) AU765457B2 (en)
BG (1) BG105063A (en)
BR (1) BR9911175A (en)
CA (1) CA2338044A1 (en)
CO (1) CO5090842A1 (en)
DE (1) DE69921139T2 (en)
EA (1) EA200100062A1 (en)
EE (1) EE200100039A (en)
HK (1) HK1039124B (en)
HR (1) HRP20010057A2 (en)
HU (1) HUP0102646A3 (en)
ID (1) ID28874A (en)
IL (1) IL139490A0 (en)
IS (1) IS5772A (en)
IT (1) ITMI981670A1 (en)
MX (1) MXPA01000670A (en)
NO (1) NO318988B1 (en)
NZ (1) NZ507926A (en)
OA (1) OA11582A (en)
PA (1) PA8478301A1 (en)
PE (1) PE20000755A1 (en)
PL (1) PL345187A1 (en)
SK (1) SK1002001A3 (en)
TW (1) TW509682B (en)
UA (1) UA68383C2 (en)
WO (1) WO2000005218A1 (en)
YU (1) YU77500A (en)

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CO4950519A1 (en) * 1997-02-13 2000-09-01 Novartis Ag PHTHALAZINES, PHARMACEUTICAL PREPARATIONS THAT UNDERSTAND THEM AND THE PROCESS FOR THEIR PREPARATION
IT1296984B1 (en) * 1997-12-19 1999-08-03 Zambon Spa PHTHALAZINE DERIVATIVES INHIBITORS OF PHOSPHODIESTERASE 4
ITMI981671A1 (en) 1998-07-21 2000-01-21 Zambon Spa PHTHALAZINIC DERIVATIVES INHIBITORS OF PHOSPHODISTERASE 4
DE19921567A1 (en) * 1999-05-11 2000-11-16 Basf Ag Use of phthalazine derivatives
DE19963607B4 (en) * 1999-12-23 2005-12-15 Schering Ag Process for the preparation of 4- (heteroaryl-methyl) halo-1 (2H) -phthalazinones
ITMI20000261A1 (en) * 2000-02-16 2001-08-16 Zambon Group PROCESS FOR THE PREPARATION OF PYRIDYLIDEN-PHTHALIDES
EP1274689A2 (en) * 2000-04-13 2003-01-15 Annovis, Inc. Sulfur containing dihydrophthalazine antagonists of excitatory amino acid receptors
US6525049B2 (en) * 2000-07-05 2003-02-25 Pharmacia & Upjohn Company Pyrroloquinolones as antiviral agents
WO2002044157A2 (en) * 2000-12-01 2002-06-06 Iconix Pharmaceuticals, Inc. Parb inhibitors
ITMI20022739A1 (en) * 2002-12-23 2004-06-24 Zambon Spa PHTHALAZINE DERIVATIVES INHIBITORS OF PHOSPHODIESTERASE 4.
ITMI20022738A1 (en) * 2002-12-23 2004-06-24 Zambon Spa PHTHALAZINE DERIVATIVES INHIBITORS OF PHOSPHODIESTERASE 4.
JP4790594B2 (en) * 2003-02-25 2011-10-12 トポターゲット ユーケー リミテッド Hydroxamic acid compounds containing bicyclic heteroaryl groups as HDAC inhibitors
ITMI20031451A1 (en) * 2003-07-16 2005-01-17 Zambon Spa DIIDRO-FTALAZIN DERIVATIVES INHIBITORS OF PHOSPHODIESTERASE 4
CA2564996A1 (en) * 2004-05-08 2006-01-12 Taeyoung Yoon 3-aryl-5,6-disubstituted pyridazines
CA2593005A1 (en) * 2005-01-03 2006-07-13 Myriad Genetics Inc. Pharmaceutical compounds as activators of caspases and inducers of apoptosis and the use thereof
WO2007045979A1 (en) 2005-10-19 2007-04-26 Ranbaxy Laboratories Limited Pharmaceutical compositions of muscarinic receptor antagonists
CA2669687C (en) 2006-11-15 2013-09-10 Forest Laboratories Holdings Limited Phthalazine derivatives
JP5529131B2 (en) * 2008-08-13 2014-06-25 ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング Chymase inhibitor
CN102108078B (en) * 2009-12-24 2013-10-30 沈阳药科大学 1,4-substituted phthalazine compound and preparation method and applications thereof
BR112014011173A2 (en) * 2011-11-09 2017-05-09 Abbvie Deutschland heterocyclic carboxamides useful as phosphodiesterase type 10a inhibitors

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IT1296984B1 (en) * 1997-12-19 1999-08-03 Zambon Spa PHTHALAZINE DERIVATIVES INHIBITORS OF PHOSPHODIESTERASE 4

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ID28874A (en) 2001-07-12
CN1305467A (en) 2001-07-25
JP2002521370A (en) 2002-07-16
TW509682B (en) 2002-11-11
NO318988B1 (en) 2005-05-30
AR019409A1 (en) 2002-02-20
AU5281099A (en) 2000-02-14
WO2000005218A1 (en) 2000-02-03
YU77500A (en) 2002-11-15
BG105063A (en) 2001-07-31
EE200100039A (en) 2002-06-17
IS5772A (en) 2000-12-15
US6492360B1 (en) 2002-12-10
HK1039124B (en) 2005-04-01
KR20010087161A (en) 2001-09-15
PA8478301A1 (en) 2000-09-29
ITMI981670A0 (en) 1998-07-21
DE69921139T2 (en) 2005-10-13
ITMI981670A1 (en) 2000-01-21
AU765457B2 (en) 2003-09-18
AP2000001993A0 (en) 2000-12-31
CN1127486C (en) 2003-11-12
HUP0102646A2 (en) 2001-12-28
EA200100062A1 (en) 2001-08-27
IL139490A0 (en) 2001-11-25
NO20010331L (en) 2001-03-20
NO20010331D0 (en) 2001-01-19
OA11582A (en) 2004-07-26
BR9911175A (en) 2001-03-20
MXPA01000670A (en) 2002-05-14
CA2338044A1 (en) 2000-02-03
HUP0102646A3 (en) 2003-01-28
HK1039124A1 (en) 2002-04-12
DE69921139D1 (en) 2004-11-18
UA68383C2 (en) 2004-08-16
EP1371648A1 (en) 2003-12-17
CO5090842A1 (en) 2001-10-30
ATE279397T1 (en) 2004-10-15
HRP20010057A2 (en) 2002-04-30
PL345187A1 (en) 2001-12-03
EP1097142A1 (en) 2001-05-09
NZ507926A (en) 2002-10-25
EP1097142B1 (en) 2004-10-13
US6329370B1 (en) 2001-12-11
SK1002001A3 (en) 2001-12-03

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